Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11389Generated: October 25, 2026

Sodium hydride → Rac-3-{1-[2-(2-chloro-phenyl)-5-methyl-oxazol-4-ylmethyl]-1h-indol-4-yl}-2-ethoxy-propionic acid ethyl ester

https://huagongshe.com/reaction/11389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-(Chloromethyl)-2-(2-chlorophenyl)-5-methyloxazoleHCID 21974256—
ReactantRac-2-ethoxy-3-(1h-indol-4-yl)-propionic acid ethyl esterHCID 69279879—
SolventDimethylformamideHCID 6228—
ProductRac-3-{1-[2-(2-chloro-phenyl)-5-methyl-oxazol-4-ylmethyl]-1h-indol-4-yl}-2-ethoxy-propionic acid ethyl esterHCID 69282220—

Reaction Steps

In analogy to the procedures described in examples 1 a] and 1 b], rac-2-ethoxy-3-(1H-indol-4-yl)-propionic acid ethyl ester was reacted with 4-chloromethyl-2-(2-chloro-phenyl)-5-methyl-oxazole in N,N-dimethylformamide in the presence of sodium hydride to yield rac-3-{1-[2-(2-chloro-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-4-yl}-2-ethoxy-propionic acid ethyl ester, which was subsequently saponified to yield rac-3-{1-[2- (2-chloro-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-4-yl}-2-ethoxy-propionic acid as light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098228B2
Source datasetuspto-grants-2006_08
ORD IDord-6d4429bcbc7644d7a13c7f1c6da717b4
Source noteuspto-grants-2006_08